The structure–activity relationship of some hexacoordinated dimethyltin(IV) complexes of fluorinated β‐diketone/β‐diketones and sterically congested heterocyclic β‐diketones

A series (1–20) of diorganotin (IV) complexes with general formula R2SnL were formed by the reaction of R2SnCl2 (where R = Me, Et, Bu and Ph) with Schiff base ligands (H2L1–4) derived from the reaction of indole‐3‐butyric hydrazide with the salicylaldehyde and its derivatives. The structure elucidation of compounds were done by using UV–Vis, FT‐IR, NMR (1H, 13C, 119Sn), Mass spectrometry and thermal gravimetric analysis. Spectroscopic evidences suggested tridentate nature (ONO) of Schiff base ligands and coordinated to the dialkyl/diaryltin (IV) moieties through nitrogen and oxygen donor sites giving pentacoordinated geometry to complexes. The compounds were tested for the antimicrobial activity against bacterial and fungal strains which showed promising biological activity with compound 20 (Ph2SnL4) as most active against microbes. The in silico study of the compounds was carried and observed that the compounds are used as orally active drugs and promote the formation of different hydrazide based drugs. The synthesized compounds were tested against human carcinoma cell lines namely A549, MCF7 and one normal cell line IMR 90 using MTT assay. The diethyl and dibutyltin complexes of Schiff bases displayed good cytotoxic activities. Compound 3 (H2L3) and 10 (Et2SnL2) were most potent against cancer cell lines with lowest IC50 values and 7–8 times less toxic against the normal cell line.

“…Then transferred 1 ml of the above bacterial/fungal culture to the saline solution and used it for the antibacterial and antifungal activity. [42]…”

Section: Culture and Preservation Of Microbesmentioning

confidence: 99%

Synthesis, spectral analysis and in vitro cytotoxicity of diorganotin (IV) complexes derived from indole‐3‐butyric hydrazide

Devi

Yadav

Kumar

et al. 2020

“…Various types of Schiff bases have been synthesized and extensively studied because of their antifungal, antiviral, antibacterial, anti‐tumour and anti‐inflammatory properties as well as their industrial and medicinal utility . Organotin(IV) complexes of β‐diketones, heterocyclic β‐diketones, Schiff bases, oximes, amino acids, sulfa drugs, etc., have been reported in the literature due to their potential industrial and biological applications . Organotin(IV) complexes of Schiff bases have attracted considerable interest owing to their biocidal and anti‐tumour activities and potential applications in organic synthesis, catalysis, medicinal chemistry and biotechnology .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and antimicrobial activity of triorganotin(IV) derivatives of some bioactive Schiff base ligands

Bhatra

Sharma

et al. 2016

Triorganotin(IV) complexes of the type Me3Sn[OC(R1):CH(CH3)C:NR2OH] and Ph3Sn[OC(R′):CH(CH3)C:NR″OH] (R′ = ─CH3, ─C6H5; R″ = ─(CH2)2─, ─(CH2)3─) have been synthesized by the reactions of trimethyl/phenyltin(IV) chloride with the sodium salt of corresponding Schiff base ligands in unimolar ratio in refluxing tetrahydrofuran. All these compounds have been characterized using elemental analyses and their probable structures have been proposed on the basis of infrared, 1H NMR, 13C NMR, 119Sn NMR and mass spectroscopic studies. In the trimethyltin(IV) derivatives the central tin atom is tetracoordinated, whereas in the analogous triphenyltin(IV)derivatives the central tin atom is pentacoordinated. All these ligands, metal precursors and corresponding triorganotin(IV) complexes have been screened for antimicrobial activities. A comparison of activities of the ligands and their corresponding triorganotin(IV) derivatives has been made. Attempts have also been made to relate the activity to the structure of these compounds.

“…In recent years, DFT assisted synergistic approach between theoretical and experimental studies on the structural elucidation of newly synthesized hybrid materials has made a splash in the field of material chemistry due to the superior properties and technological applications of these materials. A big challenge before the modern researchers in chemistry is to develop and design stable, versatile and superior organic–inorganic hybrid materials .…”

Section: Introductionmentioning

confidence: 99%

New insights into the predicament of DFT assisted optimized energy, stability and distortions of optimized topologies of some novel complexes of Zirconium (IV) and enhancement of antimicrobial potential

Sharma¹,

Kumar

et al. 2019

Self Cite

A comprehensive density functional theory (DFT/B3LYP method) investigation was done to study the generation, optimized topologies, bonding, reactivity, stability, distortions and enhancement of antimicrobial potential of a number of organic–inorganic hybrid complexes of zirconium (IV). Zirconium (IV) complexes having the general formulae ZrL(Cl)2 and Zr(L)2 were prepared by the reaction of zirconium tetrachloride with dipotassium salts of sterically constrained oximes of heterocyclic β‐diketones in different stoichiometric ratios in refluxing anhydrous THF. Plausible topologies of these complexes were suggested with the aid of physico‐chemical and spectral studies. The optimized topologies of the complexs of the types ZrL(Cl)2 and Zr(L)2 were given by comprehensive DFT investigation. The molecular orbitals, molecular electrostatic potential, chemical reactivity, energy optimization, stability and distortions of these newly generated complexes were studied by DFT. These complexes were screened against bacterial isolate E. Coli and fungal isolates viz. A. Niger and T. Reesei. The chemical reactivity of these complexes is corroborated by small energy gap. Few principal quantum chemical descriptors were correlated with the enhancement of antimicrobial potential of these sterically constrained complexes of zirconium (IV). The presence of ‐CH2CH3, ‐C6H5 and –C6H4Cl (p) groups in complexes of the types ZrL(Cl)2 and Zr(L)2 provides an opportunity to examine the effect on optimized energy, stability and distortions of optimized topologies.